6-((2E,5E)-3,7-dimethylocta-2,5-dienyl)-3-methyl-2-oxo-5-propyl-1,2-dihydropyridin-4-yl acetate

ID: ALA256051

Chembl Id: CHEMBL256051

PubChem CID: 16742460

Max Phase: Preclinical

Molecular Formula: C21H31NO3

Molecular Weight: 345.48

Molecule Type: Small molecule

Names and Identifiers

Synonyms: iromycin AA | CHEMBL256051|iromycin AA|BDBM50411916

Canonical SMILES:  CCCc1c(C/C=C(\C)C/C=C/C(C)C)[nH]c(=O)c(C)c1OC(C)=O

Standard InChI:  InChI=1S/C21H31NO3/c1-7-9-18-19(13-12-15(4)11-8-10-14(2)3)22-21(24)16(5)20(18)25-17(6)23/h8,10,12,14H,7,9,11,13H2,1-6H3,(H,22,24)/b10-8+,15-12+

Standard InChI Key:  ASOGRXIMNDVVCK-VBONDNGNSA-N

Alternative Forms

1. Parent:

   

   ALA256051

   IROMYCIN AA

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 345.48

Molecular Weight (Monoisotopic): 345.2304

AlogP: 4.65

#Rotatable Bonds: 8

Polar Surface Area: 59.16

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.49

CX Basic pKa: ┄

CX LogP: 4.26

CX LogD: 4.26

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.55

Np Likeness Score: 1.37

References

1. Surup F, Shojaei H, von Zezschwitz P, Kunze B, Grond S..  (2008)  Iromycins from Streptomyces sp. and from synthesis: new inhibitors of the mitochondrial electron transport chain.,  16  (4): [PMID:18054490] [10.1016/j.bmc.2007.11.023]

Source

Source(1):

• Scientific Literature